WO2009142194A1 - 光学活性アミノアルコール誘導体の製造方法 - Google Patents
光学活性アミノアルコール誘導体の製造方法 Download PDFInfo
- Publication number
- WO2009142194A1 WO2009142194A1 PCT/JP2009/059175 JP2009059175W WO2009142194A1 WO 2009142194 A1 WO2009142194 A1 WO 2009142194A1 JP 2009059175 W JP2009059175 W JP 2009059175W WO 2009142194 A1 WO2009142194 A1 WO 2009142194A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- group
- carbon atoms
- compound represented
- general formula
- atom
- Prior art date
Links
- 0 **1C=C(*c2ccc(*C*[C@](*)(C(*)=O)NC(*)=O)cc2)C=C(*)C=C1 Chemical compound **1C=C(*c2ccc(*C*[C@](*)(C(*)=O)NC(*)=O)cc2)C=C(*)C=C1 0.000 description 3
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B57/00—Separation of optically-active compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
- C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/31—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
- C07C323/32—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton having at least one of the nitrogen atoms bound to an acyclic carbon atom of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
Definitions
- the compound represented by the general formula (6) is optically resolved to obtain a general formula (7), [Wherein, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , X and n are the same as defined above] ]
- the general formula (8), [Wherein R 1 , R 2 , R 3 , R 4 , X and n are as defined above, and W is hydrogen chloride or hydrogen bromide.
- halogen atom means a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom.
- trihalomethyl group used in the present specification means a trifluoromethyl group or a trichloromethyl group.
- the “lower alkyl group having 1 to 4 carbon atoms” means a linear or branched alkyl group having 1 to 4 carbon atoms, such as a methyl group, an ethyl group, or propyl group. Group, isopropyl group, butyl group and t-butyl group.
- the “aralkyl group” used in the present specification include a benzyl group, a diphenylmethyl group, a phenethyl group, and a phenylpropyl group.
- DMSO dimethyl sulfoxide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2009801289355A CN102099331A (zh) | 2008-05-19 | 2009-05-19 | 光学活性氨基醇衍生物的制备方法 |
US12/993,665 US20110077427A1 (en) | 2008-05-19 | 2009-05-19 | Method for producing optically active aminoalcohol derivative |
JP2010513021A JPWO2009142194A1 (ja) | 2008-05-19 | 2009-05-19 | 光学活性アミノアルコール誘導体の製造方法 |
EP09750556.4A EP2292594A4 (en) | 2008-05-19 | 2009-05-19 | PROCESS FOR PRODUCING OPTICALLY ACTIVE AMINOALCOOL DERIVATIVE |
CA2724450A CA2724450A1 (en) | 2008-05-19 | 2009-05-19 | Method for producing optically active aminoalcohol derivative |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2008130464 | 2008-05-19 | ||
JP2008-130464 | 2008-05-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2009142194A1 true WO2009142194A1 (ja) | 2009-11-26 |
Family
ID=41340127
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2009/059175 WO2009142194A1 (ja) | 2008-05-19 | 2009-05-19 | 光学活性アミノアルコール誘導体の製造方法 |
Country Status (6)
Country | Link |
---|---|
US (1) | US20110077427A1 (zh) |
EP (1) | EP2292594A4 (zh) |
JP (1) | JPWO2009142194A1 (zh) |
CN (2) | CN102099331A (zh) |
CA (1) | CA2724450A1 (zh) |
WO (1) | WO2009142194A1 (zh) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8476305B2 (en) | 2008-02-07 | 2013-07-02 | Kyorin Pharmaceutical Co., Ltd. | Therapeutic agent or prophylactic agent for inflammatory bowel disease comprising amino alcohol derivative as active ingredient |
JP2014523887A (ja) * | 2011-07-06 | 2014-09-18 | 中国医学科学院薬物研究所 | アミノプロパンジオール誘導体、準備、および医薬品組成物および用途 |
WO2016013225A1 (ja) * | 2014-07-24 | 2016-01-28 | 杏林製薬株式会社 | ジフェニルスルフィド誘導体の製造方法及び製造中間体 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004026817A1 (ja) | 2002-09-19 | 2004-04-01 | Kyorin Pharmaceutical Co., Ltd. | アミノアルコール誘導体とその付加塩及び免疫抑制剤 |
WO2005044780A1 (ja) * | 2003-11-10 | 2005-05-19 | Kyorin Pharmaceutical Co., Ltd. | アミノカルボン酸誘導体とその付加塩及びs1p受容体調節剤 |
WO2008018447A1 (fr) | 2006-08-08 | 2008-02-14 | Kyorin Pharmaceutical Co., Ltd. | Dérivé d'aminoalcool et immunodépresseur le contenant en tant que principe actif |
WO2008019306A2 (en) * | 2006-08-04 | 2008-02-14 | Decode Genetics Ehf | Aryl amino acid derivatives as inhibitors of lta4h (leukotriene a4 hydrolase) for treating inflammation |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0285235A (ja) * | 1988-09-22 | 1990-03-26 | Kohjin Co Ltd | 光学活性アミノアルコール類の製法 |
JP2739265B2 (ja) * | 1991-12-18 | 1998-04-15 | 花王株式会社 | アミノアルコール類の製造方法 |
US5831117A (en) * | 1995-01-20 | 1998-11-03 | G. D. Searle & Co. | Method of preparing retroviral protease inhibitor intermediates |
EP1300405B1 (en) * | 2000-07-13 | 2007-04-18 | Sankyo Company, Limited | Amino alcohol derivatives |
US6963012B2 (en) * | 2001-09-27 | 2005-11-08 | Kyorin Pharmaceutical Co., Ltd. | Diaryl ether derivative, addition salt thereof, and immunosuppressant |
DE60223699T2 (de) * | 2001-09-27 | 2008-10-30 | Kyorin Pharmaceutical Co., Ltd. | Diarylsulfidderivat, dessen additionssalz und immunsuppressivum |
MXPA04005570A (es) * | 2001-12-11 | 2004-12-06 | Wyeth Corp | Proceso para sintesis de beta-amino-alcoholes quiralmente puros. |
KR101005171B1 (ko) * | 2003-02-18 | 2011-01-04 | 교린 세이야꾸 가부시키 가이샤 | 아미노포스폰산 유도체와 그 부가염 및 s1p 수용체조절제 |
JP2005082524A (ja) * | 2003-09-08 | 2005-03-31 | Ihara Chem Ind Co Ltd | アミノアルコール誘導体の製造方法 |
JP2005104895A (ja) * | 2003-09-30 | 2005-04-21 | Nippon Kayaku Co Ltd | 光学活性なアミノアルコール化合物の製造法 |
JP4792400B2 (ja) * | 2004-10-12 | 2011-10-12 | 杏林製薬株式会社 | 2−アミノ−2−[2−[4−(3−ベンジルオキシフェニルチオ)−2−クロロフェニル]エチル]−1,3−プロパンジオール塩酸塩又はその水和物の製造方法及びその製造中間体 |
DK2058317T3 (da) * | 2006-08-08 | 2014-01-06 | Kyorin Seiyaku Kk | Aminophosphorsyreesterderivat og S1P receptormodulator indeholdende samme som aktiv ingrediens |
-
2009
- 2009-05-19 EP EP09750556.4A patent/EP2292594A4/en not_active Withdrawn
- 2009-05-19 CA CA2724450A patent/CA2724450A1/en not_active Abandoned
- 2009-05-19 WO PCT/JP2009/059175 patent/WO2009142194A1/ja active Application Filing
- 2009-05-19 US US12/993,665 patent/US20110077427A1/en not_active Abandoned
- 2009-05-19 JP JP2010513021A patent/JPWO2009142194A1/ja active Pending
- 2009-05-19 CN CN2009801289355A patent/CN102099331A/zh active Pending
- 2009-05-19 CN CN2013102637698A patent/CN103396346A/zh active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004026817A1 (ja) | 2002-09-19 | 2004-04-01 | Kyorin Pharmaceutical Co., Ltd. | アミノアルコール誘導体とその付加塩及び免疫抑制剤 |
WO2005044780A1 (ja) * | 2003-11-10 | 2005-05-19 | Kyorin Pharmaceutical Co., Ltd. | アミノカルボン酸誘導体とその付加塩及びs1p受容体調節剤 |
WO2008019306A2 (en) * | 2006-08-04 | 2008-02-14 | Decode Genetics Ehf | Aryl amino acid derivatives as inhibitors of lta4h (leukotriene a4 hydrolase) for treating inflammation |
WO2008018447A1 (fr) | 2006-08-08 | 2008-02-14 | Kyorin Pharmaceutical Co., Ltd. | Dérivé d'aminoalcool et immunodépresseur le contenant en tant que principe actif |
Non-Patent Citations (9)
Title |
---|
BURTON, H. ET AL.: "Compounds related to 4,4'- diaminodiphenyl sulfone. p- Arylsulfonylphenylethylamines and related compounds", JOURNAL OF THE CHEMICAL SOCIETY, 1949, pages 178 - 181, XP008145199 * |
DOSKOTCH, RAYMOND W. ET AL.: "3'-Hydroxy-3, 5-diiodo-L-thyronine", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 80, 1958, pages 6230 - 6233, XP008145214 * |
HORNER, LEOPOLD ET AL.: "The synthesis of bridge-analogous thyronine compounds", CHEMISCHE BERICHTE, vol. 85, 1952, pages 520 - 530, XP008145213 * |
INDIAN JOURNAL OF CHEMISTRY, SECTION B ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, vol. 17B, no. 5, pages 512 - 513,1979 |
KAWAMATSU, Y. ET AL.: "Studies on antihyperlipidemic agents. II. Synthesis and biological activities of 2-chloro-3- arylpropionic acids", ARZNEIMITTEL-FORSCHUNG, vol. 30, no. 4, 1980, pages 585 - 589, XP001146728 * |
LAW, GEO. H. ET AL.: "Chemistry of diaryl sulfides. III. Synthesis of thiothyronine", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 52, 1930, pages 3623 - 3627, XP008145204 * |
ROCHE, JEAN ET AL.: "Synthesis of 3,3'-diiodo- and 3,3',5'-triiodothyroacetic acid and 3-iodo- DL-thyronine", COMPT. REND., vol. 245, 1957, pages 77 - 80, XP008145200 * |
See also references of EP2292594A4 |
SLOTTA, K. H. ET AL.: "Synthesis of thyroxine- like substances from diphenyl ether.", BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT ABTEILUNG B: ABHANDLUNGEN, vol. 69B, 1936, pages 566 - 572, XP008145202 * |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8476305B2 (en) | 2008-02-07 | 2013-07-02 | Kyorin Pharmaceutical Co., Ltd. | Therapeutic agent or prophylactic agent for inflammatory bowel disease comprising amino alcohol derivative as active ingredient |
JP2014523887A (ja) * | 2011-07-06 | 2014-09-18 | 中国医学科学院薬物研究所 | アミノプロパンジオール誘導体、準備、および医薬品組成物および用途 |
WO2016013225A1 (ja) * | 2014-07-24 | 2016-01-28 | 杏林製薬株式会社 | ジフェニルスルフィド誘導体の製造方法及び製造中間体 |
Also Published As
Publication number | Publication date |
---|---|
EP2292594A1 (en) | 2011-03-09 |
EP2292594A4 (en) | 2014-10-15 |
CA2724450A1 (en) | 2009-11-26 |
CN103396346A (zh) | 2013-11-20 |
US20110077427A1 (en) | 2011-03-31 |
JPWO2009142194A1 (ja) | 2011-09-29 |
CN102099331A (zh) | 2011-06-15 |
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